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P-Xylylenebis(triphenylphosphonium chloride)

Catalog Number
ACM1519477
Product Name
P-Xylylenebis(triphenylphosphonium chloride)
Structure
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CAS
1519-47-7
  • Product Overview
  • Usage
Synonyms
(1,4-Phenylenebis(methylene))bis(triphenylphosphonium) chloride
IUPAC Name
triphenyl-[[4-(triphenylphosphaniumylmethyl)phenyl]methyl]phosphanium;dichloride
Molecular Weight
699.63
Molecular Formula
C44H38Cl2P2
Canonical SMILES
C1=CC=C(C=C1)[P+](CC2=CC=C(C=C2)C[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7.[Cl-].[Cl-];
InChI
IUNJPQCPINLADS-UHFFFAOYSA-L
InChI Key
InChI=1S/C44H38P2.2ClH/c1-7-19-39(20-8-1)45(40-21-9-2-10-22-40,41-23-11-3-12-24-41)35-37-31-33-38(34-32-37)36-46(42-25-13-4-14-26-42,43-27-15-5-16-28-43)44-29-17-6-18-30-44;;/h1-34H,35-36H2;2*1H/q+2;;/p-2
Melting Point
>300 °C
Purity
98%
Appearance
Solid
Complexity
689
Covalently-Bonded Unit Count
3
EC Number
216-184-2
Exact Mass
698.183g/mol
H-Bond Acceptor
2
Heavy Atom Count
48
Isomeric SMILES
C1=CC=C(C=C1)[P+](CC2=CC=C(C=C2)C[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7.[Cl-].[Cl-]
Monoisotopic Mass
698.183g/mol
Rotatable Bond Count
10
Topological Polar Surface Area
0A^2
Application
P-Xylylenebis(triphenylphosphonium chloride) is a white crystalline compound primarily utilized in Suzuki reactions. Its purpose is to facilitate the coupling of aryl or vinyl boronic acids with halides or triflates under mild conditions, making it an essential reagent in the synthesis of biaryl compounds. This compound enhances the efficiency and selectivity of these reactions, contributing significantly to advancements in organic synthesis and pharmaceutical development.
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